US4659523A - Production of iodine stainable polyester polarizer film - Google Patents
Production of iodine stainable polyester polarizer film Download PDFInfo
- Publication number
- US4659523A US4659523A US06/676,980 US67698084A US4659523A US 4659523 A US4659523 A US 4659523A US 67698084 A US67698084 A US 67698084A US 4659523 A US4659523 A US 4659523A
- Authority
- US
- United States
- Prior art keywords
- coating
- film
- web
- polyvinyl alcohol
- temperature
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29D—PRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE
- B29D7/00—Producing flat articles, e.g. films or sheets
- B29D7/01—Films or sheets
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/04—Coating
- C08J7/0427—Coating with only one layer of a composition containing a polymer binder
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/04—Coating
- C08J7/043—Improving the adhesiveness of the coatings per se, e.g. forming primers
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29K—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES B29B, B29C OR B29D, RELATING TO MOULDING MATERIALS OR TO MATERIALS FOR MOULDS, REINFORCEMENTS, FILLERS OR PREFORMED PARTS, e.g. INSERTS
- B29K2995/00—Properties of moulding materials, reinforcements, fillers, preformed parts or moulds
- B29K2995/0018—Properties of moulding materials, reinforcements, fillers, preformed parts or moulds having particular optical properties, e.g. fluorescent or phosphorescent
- B29K2995/0034—Polarising
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2367/00—Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Derivatives of such polymers
- C08J2367/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2429/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal, or ketal radical; Hydrolysed polymers of esters of unsaturated alcohols with saturated carboxylic acids; Derivatives of such polymer
- C08J2429/02—Homopolymers or copolymers of unsaturated alcohols
- C08J2429/04—Polyvinyl alcohol; Partially hydrolysed homopolymers or copolymers of esters of unsaturated alcohols with saturated carboxylic acids
Definitions
- Biaxially oriented polyester film while it is clear and tough, has an optic axis plane angle which varies from point to point across the web. This variation of orientation of the optic axis plane precludes the use of biaxially oriented polyester film for most such optically critical applications.
- a film of a substrate is laminated to a film of polyvinyl alcohol as shown by U.S. Pat. No. 4,388,375.
- This laminate may then be passed through an aqueous staining bath containing iodine and one or more iodide salts to tint the polyvinyl alcohol film.
- Certain other stabilizing treatments are then employed.
- the present invention provides an improved polarized sheeting.
- Such improved sheeting possesses a very low extinction angle, thus making it highly useful for polarizing applications, and at the same time demonstrates increased adhesion to the polyvinyl alcohol coating thereon. It also demonstrates improved thermal dimensional stability, an improved moisture barrier and reduced water and solvent content. This film may be directly iodine stainable without the need for the formation of a laminate.
- the present invention provides an iodine stainable polyester polarizer film which is produced by the process of:
- the present invention provides a clear, flexible, uniaxially oriented polyester polarizer film which exhibits the quality physical characteristics of conventional polyester films and exhibits the optically desirable quality of having a 0° to 6° extinction angle and is directly iodine stainable.
- Extinction is the condition exhibited by a crystal when its optic axial plane is aligned with one of a pair of crossed polaroids.
- the extinction angle is the angle through which a crystal is revolved from a definite line (as that of the crystallographic axis) to the plane of maximum extinction.
- the extinction angle is the inclination of the optic axial plane to the transverse stretch direction.
- the extinction angle of the present film is to be as close to zero degrees as possible. The angle may range from 0° to 6°, preferably 0° to 3° and most preferably 0°.
- the flexible polyester film of the present invention may be any flexible film formed from any thermoplastic film forming polyester which is produced by condensing a dicarboxylic acid or a lower alkyl diester thereof with a glycol.
- dicarboxylic acids and their lower alkyl diesters which may be employed to form a flexible polyester film support are terephthalic; isophthalic; phthalic; 2,5-,2,6-, and 2,7-naphthalene dicarboxylic; succinic; sebacic; adipic; azelaic; bibenzoic; the hexahydrophthalics, and bis-p-carboxyphenoxyethane.
- one or more of these acids and/or their lower alkyl diesters is reacted with one or more glycols which include ethylene glycol; diethylene glycol; 1,3-propanediol; 1,4-butanediol; neopentyl glycol or 1,4-cyclohexanedimethanol.
- the polyester film of this invention is not limited to homopolyesters, but also includes mixed polyesters such as copolyesters. Of the film forming polyesters within the contemplation of this invention, preferred are those containing at least a major amount of polyethylene terephthalate, the most preferred being polyethylene terephthalate.
- the polyester film forming polymer is melted and thereafter extruded onto a polished revolving casting drum to form a cast, flexible sheet of the polymer.
- the polyester film is then coated with an anchor coating to promote adhesion of the polyvinyl alcohol coating subsequently applied.
- the polyester film is then coated with a substantially clear coating comprising a dispersed aqueous composition of polyvinyl alcohol (PVA).
- PVA polyvinyl alcohol
- the film is uniaxially stretched in a tenter frame while being heated to a temperature in the range of 80° C. to 160° C., preferably in the range of 90° C. to 100° C.
- the stretched film is stretched about 2 to 6 times its original dimension and preferably 2.5 to 4.5 times, most preferably 4 times.
- the film is then crystallized by heating to a temperature of from about 130° C. to about 240° C., preferably 150° C. to 180 ° C., while being transversely restrained but without film stretching. Crystallizing is normally complete when this treatment is performed for about five seconds or more.
- the film is then cooled to substantially ambient atmospheric room temperature.
- the thusly produced film may have a thickness of from 0.48 to 30 mils, preferably 1 to 9 mils, most preferably 3 to 7 mils.
- the polyester film is first primed with an anchor coating to promote adhesion of the polyvinyl alcohol coating to the polyester film.
- An anchor coating suitable for use in the invention may be produced by polycondensing (A) terephthalic acid; (B) an aliphatic dicarboxylic acid having the formula HOOC(CH 2 ) n COOH, n being 1-11; (C) a sulfomonomer containing an alkali metal sulfonate group attached to a difunctional dicarboxylic aromatic nucleus; and (D) at least one aliphatic or cycloaliphatic alkylene glycol having from about 2-11 carbon atoms, such as disclosed in U.S. Pat. No.
- the anchor coating is an aqueous solution having an applied solids level of from about 3% to about 22%, more preferably from about 5% to about 17% and most preferably about 10%, although the skilled artisan may use more or less according to his purposes.
- the anchor coating may be applied to the polyester film by any of the well known techniques employed in the art. For example, coating may be effected by roller coating, spray coating, slot coating or immersion coating. In a preferred embodiment, the polyester film is coated by means of gravure roller coating.
- the anchor coating is coated onto the polyester film at a dry coating weight of from about 0.01 to about 0.2 pounds per thousand square feet of film before stretching. More preferably, the dry coating weight of the anchor coating is from about 0.025 to about 0.1 pounds per thousand square feet of film before stretching and it is most preferably about 0.05.
- the dispersed polyvinyl alcohol composition is an aqueous solution of polyvinyl alcohol containing from about 2% to about 25% solids by weight, preferably 5% to 22%, most preferably 15% to 20% although the skilled artisan may use more or less according to his purposes.
- the polyvinyl alcohols useful in this invention are hydrolyzed from about 95% to about 99%. 95% to 99% hydrolization means that when polyvinyl acetate was reacted to form polyvinyl alcohol, from about 95% to about 99% of the acetate groups were replaced by hydroxyl groups.
- polyvinyl alcohol with appreciably lower degrees of hydrolysis does not exhibit suitable water stability and may wash off in the iodine staining bath whereas polyvinyl alcohol with greater than 99% hydrolysis may not allow the water to penetrate deeply enough to allow for adequate iodine staining.
- the coating composition may be applied by those methods described above and is preferably gravure rolled onto the polyester substrate at a coating weight of from about 0.1 to about 3.0 dry pounds of coating per thousand square feet of film before stretching, more preferably from about 0.7 to about 2.1 and most preferably about 1.5, although the skilled artisan may use more or less according to his purposes.
- the most preferred polyvinyl alcohol is Vinol 107 which is a 98.0%-98.8% hydrolyzed polyvinyl alcohol of Air Products, Inc. of Greenville, South Carolina.
- An additional criterion in judging compositions useful in the context of the present invention includes a high degree of clarity when the polyester is coated, stretched and crystallized. Also, the coating should not be so soft as to cause the film to block when being rolled.
- Cross-linking agents may also be contained in the polyvinyl alcohol coating composition to cross-link the free hydroxyl groups with each other and with the polymeric substrate in order to promote adhesion and reduce the moisture sensitivity of the coated film.
- Suitable cross-linking agents include aziridines, urea formaldehyde and trimethylol melamine type compounds.
- a side of the polyester film is not coated with the polyvinyl alcohol, it may be coated with a non-transferring slip promoting material such as silicone or a polymethylmethacrylate dispersion prior to uniaxially orienting the film.
- the polyvinyl alcohol coated film may be stained by running it through an iodine bath, which also contains an iodide salt such as potassium iodide, and then through a stabilizing boronic treatment such as an aqueous solution of borax and boric acid as is well known in the art.
- an iodine bath which also contains an iodide salt such as potassium iodide
- a stabilizing boronic treatment such as an aqueous solution of borax and boric acid as is well known in the art.
- the staining bath is aqueous and contains sufficient iodine to impart the desired stain to the polyvinyl alcohol coated film. Typically this amount ranges from about 0.1% to 2% by weight of the solution.
- the bath also contains an iodide salt, such as potassium, sodium, lithium or hydrogen iodide which promotes the acceptance of the colored iodine stain into the polyvinyl alcohol.
- the iodide salt may be present in an amount of from about 1% to about the saturation point of the solution. A more preferred range is from about 10% to about 25%.
- the optimum quantity can be determined by the skilled artisan.
- One preferred quantity is about 21% potassium iodide.
- the solution may be maintained at a temperature of from about 34° C. to about 41° C.
- One may optionally include other ingredients in the staining bath as are known in the art, such as alcohols, to promote staining.
- the stained films may next be introduced into a boronic stabilizing bath such as is well known in the art.
- a typical stabilizing bath contains an aqueous solution of 5% borax and 15% boric acid.
- a typical dwell time is about 90 seconds.
- the film may then be dried by air or in an oven.
- Molten polyethylene terephthalate is extruded onto a cold casting drum to form an amorphous cast film.
- the thusly formed film is then coated with a water soluble copolyester anchor coating comprised of 5-sulfoisophthalic acid (sodium salt), adipic acid, isophthalic acid, terephthalic acid and ethylene glycol.
- the anchor coating is applied at a 10% aqueous concentration by weight.
- the method of application is by reverse gravure kiss-roll coater.
- the coating is subsequently dried by a combination of infrared heat and forced convection.
- the anchor coated cast film is then coated with a 20% aqueous solution of Vinol 107 which is a 98.0%-98.8% hydrolized polyvinyl alcohol obtained from Air Products, Inc. of Greenville, S.C.
- Vinol 107 is a 98.0%-98.8% hydrolized polyvinyl alcohol obtained from Air Products, Inc. of Greenville, S.C.
- the polyvinyl alcohol is applied via a Meyer rod coater at a rate of 3.4 liters per 1000 square feet.
- An aqueous acrylic coating is then applied to the previously uncoated side of the film to facilitate winding and film handling.
- the film is again dried.
- the coated cast film is then heated to 95° C.-105° C. and stretched to four times its original width. While still restrained transversely, the film is heated to 160° C. to crystallize the film. The crystallized film is then cooled to 30° C. and wound on a standard 6 inch paper core.
- Each of the films prepared in Examples 1 through 4 is then iodine stained by passing the film through a 35° C. bath containing 0.4% I 2 and 21% KI in water. The duration of I 2 staining is approximately 20 seconds.
- the iodine is fixed in the polyvinyl alcohol layer by passing the film through a 64° C. bath containing 4.5% borax and 14.5% boric acid in the water. The duration of this treatment is 25 seconds.
- the film is then air dried at 40° C. for 30 seconds.
- Iodine stain quality is an indication of how uniform the polyvinyl alcohol coating is and how receptive to iodine penetration it is.
- Parallel transmission (%T p ) is the percent of visible light that will travel through two sheets of the stained polarizer with parallel optical planes as measured in a Macbeth densitometer and is an indication of quantity of iodine per unit area, which is a function of PVA coating thickness and the polyvinyl alcohol's ability to be penetrated by aqueous iodine.
- Cross transmission is the percent of visible light that travels through two sheets of polarizer with perpendicular optical planes as measured in a Macbeth densitometer. Equating the parallel and cross transmissions according to the following formula ##EQU1## produces the percent efficiency (%E).
- films coated with polyvinyl alcohol containing percent hydrolysis in the range disclosed herein exhibit percent efficiencies of greater than 95%. All films coated with polyvinyl alcohols with percent hydrolysis either below or above the range disclosed herein either do not absorb any iodine or have percent efficiencies too low for practical applications.
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Coating Of Shaped Articles Made Of Macromolecular Substances (AREA)
- Laminated Bodies (AREA)
Abstract
Description
TABLE I __________________________________________________________________________ % T.sub.p % T.sub.c PVA I.sub.2 Visual Parallel Crossed % E Example # % Hydrolysis Stain Quality Transmission Transmission Efficiency __________________________________________________________________________ 1 98.0%-98.8% Excellent 32.0% 1.3% 96.0% 2 95.5%-96.5% Excellent 38.0% 0.7% 98.1% 3 87.0%-89.0% PVA Washed Off -- -- -- 4 99.6% + Poor, much 34.3% 6.2% 83.0% pattern Too little I.sub.2 absorbed __________________________________________________________________________
Claims (16)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
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US06/676,980 US4659523A (en) | 1984-11-30 | 1984-11-30 | Production of iodine stainable polyester polarizer film |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US06/676,980 US4659523A (en) | 1984-11-30 | 1984-11-30 | Production of iodine stainable polyester polarizer film |
Publications (1)
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US4659523A true US4659523A (en) | 1987-04-21 |
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US06/676,980 Expired - Fee Related US4659523A (en) | 1984-11-30 | 1984-11-30 | Production of iodine stainable polyester polarizer film |
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Cited By (40)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4759611A (en) * | 1986-12-19 | 1988-07-26 | Polaroid Corporation, Patent Department | Liquid crystal display having silylated light polarizers |
US4818624A (en) * | 1986-12-19 | 1989-04-04 | Polaroid Corporation, Patent Department | Stabilized light-polarizing material |
EP0318770A1 (en) * | 1987-12-01 | 1989-06-07 | Svecia Antiqua Limited | Light-polarizing material in the form of sheets or of a web and a method for the manufacture of the material |
US4865670A (en) * | 1988-02-05 | 1989-09-12 | Mortimer Marks | Method of making a high quality polarizer |
US4895769A (en) * | 1988-08-09 | 1990-01-23 | Polaroid Corporation | Method for preparing light polarizer |
US5828488A (en) * | 1993-12-21 | 1998-10-27 | Minnesota Mining And Manufacturing Co. | Reflective polarizer display |
US5882774A (en) * | 1993-12-21 | 1999-03-16 | Minnesota Mining And Manufacturing Company | Optical film |
US6025897A (en) * | 1993-12-21 | 2000-02-15 | 3M Innovative Properties Co. | Display with reflective polarizer and randomizing cavity |
US6096375A (en) * | 1993-12-21 | 2000-08-01 | 3M Innovative Properties Company | Optical polarizer |
US6111697A (en) * | 1998-01-13 | 2000-08-29 | 3M Innovative Properties Company | Optical device with a dichroic polarizer and a multilayer optical film |
US6113811A (en) * | 1998-01-13 | 2000-09-05 | 3M Innovative Properties Company | Dichroic polarizing film and optical polarizer containing the film |
EP1126292A2 (en) * | 1993-12-21 | 2001-08-22 | Minnesota Mining And Manufacturing Company | Optical Polarizer |
WO2002064671A1 (en) * | 2001-02-09 | 2002-08-22 | 3M Innovative Properties Company | Tie layers for polyvinylalcohol coatings |
US20030189264A1 (en) * | 2002-04-04 | 2003-10-09 | 3M Innovative Properties Company | K-type polarizer and preparation thereof |
US20030190491A1 (en) * | 2002-04-04 | 2003-10-09 | 3M Innovative Properties Company | K-type polarizer and preparation thereof |
US6697195B2 (en) | 2000-08-21 | 2004-02-24 | 3M Innovative Properties Company | Loss enhanced reflective optical filters |
US6804058B1 (en) | 1993-12-21 | 2004-10-12 | 3M Innovative Properties Company | Electroluminescent light source and display incorporating same |
US6808657B2 (en) | 2002-02-12 | 2004-10-26 | 3M Innovative Properties Company | Process for preparing a K-type polarizer |
US20060028725A1 (en) * | 2004-08-03 | 2006-02-09 | Gerlach Michael K | Intrinsic polarizer and method of manufacturing an intrinsic polarizer |
US20070121034A1 (en) * | 1993-12-21 | 2007-05-31 | 3M Innovative Properties Company | Display Incorporating Reflective Polarizer |
US20090079909A1 (en) * | 1993-12-21 | 2009-03-26 | 3M Innovative Properties Company | Display incorporating reflective polarizer |
US20090163686A1 (en) * | 2007-12-20 | 2009-06-25 | 3M Innovative Properties Company | Method of making an intrinsic polarizer |
US7791687B2 (en) | 2006-12-21 | 2010-09-07 | 3M Innovative Properties Company | Display including reflective polarizer |
US7826009B2 (en) | 2006-12-21 | 2010-11-02 | 3M Innovative Properties Company | Hybrid polarizer |
EP2426531A2 (en) | 2010-09-03 | 2012-03-07 | Nitto Denko Corporation | Method of producing roll of optical film laminate with polarizing film |
EP2426530A2 (en) | 2010-09-03 | 2012-03-07 | Nitto Denko Corporation | Method of producing roll of laminate strip with polarizing film |
EP2426525A1 (en) | 2010-09-03 | 2012-03-07 | Nitto Denko Corporation | Method and apparatus for continuously producing optical panel assemblies |
EP2426527A2 (en) | 2010-09-03 | 2012-03-07 | Nitto Denko Corporation | Polarizing film, optical film laminate comprising polarizing film, and stretched laminate for manufacturing the same |
EP2425966A2 (en) | 2010-09-03 | 2012-03-07 | Nitto Denko Corporation | Roll of continuous web of optical film laminate and production method therefor |
EP2426529A2 (en) | 2010-09-03 | 2012-03-07 | Nitto Denko Corporation | Method of producing roll of laminate strip with polarizing film |
EP2426526A1 (en) | 2010-09-03 | 2012-03-07 | Nitto Denko Corporation | Method and apparatus for sequentially laminating optical film including polarizing film, to rectangular-shaped panel |
WO2012074063A1 (en) * | 2010-12-02 | 2012-06-07 | 日東電工株式会社 | Method of manufacturing polarizing plate |
JP2014074786A (en) * | 2012-10-04 | 2014-04-24 | Nitto Denko Corp | Method for manufacturing stretched laminate |
WO2014130283A1 (en) | 2013-02-20 | 2014-08-28 | 3M Innovative Properties Company | Absorbing, reflecting and collimating polarizer stack and backlights incorporating same |
EP2837489A1 (en) | 2013-08-12 | 2015-02-18 | Nitto Denko Corporation | Polarizing film, optically functional film laminate including polarizing film, production method for optical film laminate including polarizing film, and organic EL display device having polarizing film |
US9039860B2 (en) * | 2012-01-30 | 2015-05-26 | Sumitomo Chemical Company, Limited | Method of manufacturing polarizing plate |
US9128247B2 (en) | 2010-03-31 | 2015-09-08 | Sumitomo Chemical Company, Limited | Production method of layered film, production method of polarizing layered film and production method of polarizing plate |
WO2015159343A1 (en) * | 2014-04-14 | 2015-10-22 | 日東電工株式会社 | Method for manufacturing stretched laminate |
US11231536B2 (en) | 2016-08-16 | 2022-01-25 | 3M Innovative Properties Company | Polarizer |
US11573361B2 (en) | 2017-06-26 | 2023-02-07 | 3M Innovative Properties Company | Roll of film including multilayer birefringent reflective polarizer and polyvinyl alcohol layer with low pass axis variation |
Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS55117107A (en) * | 1979-02-28 | 1980-09-09 | Nitto Electric Ind Co Ltd | Color polarizing plate |
JPS5633612A (en) * | 1979-08-28 | 1981-04-04 | Mitsubishi Electric Corp | Polarizing plate |
US4268127A (en) * | 1978-09-29 | 1981-05-19 | Nitto Electric Industrial Co., Ltd. | Light transmitting and reflecting polarizer |
JPS56158301A (en) * | 1980-05-10 | 1981-12-07 | Toyobo Co Ltd | Production of polarizing film |
JPS5898709A (en) * | 1981-12-08 | 1983-06-11 | Nitto Electric Ind Co Ltd | Polarizing plate |
US4388375A (en) * | 1981-11-24 | 1983-06-14 | American Hoechst Corporation | Polyester based polarizer |
US4396642A (en) * | 1981-11-24 | 1983-08-02 | American Hoechst Corporation | Hydrolytically stabilized polarizer |
EP0089493A1 (en) * | 1982-02-22 | 1983-09-28 | Hitachi, Ltd. | Display device having organic polymer film as substrate |
US4476189A (en) * | 1983-05-16 | 1984-10-09 | American Hoechst Corporation | Copolyester primed polyester film |
-
1984
- 1984-11-30 US US06/676,980 patent/US4659523A/en not_active Expired - Fee Related
Patent Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4268127A (en) * | 1978-09-29 | 1981-05-19 | Nitto Electric Industrial Co., Ltd. | Light transmitting and reflecting polarizer |
JPS55117107A (en) * | 1979-02-28 | 1980-09-09 | Nitto Electric Ind Co Ltd | Color polarizing plate |
JPS5633612A (en) * | 1979-08-28 | 1981-04-04 | Mitsubishi Electric Corp | Polarizing plate |
JPS56158301A (en) * | 1980-05-10 | 1981-12-07 | Toyobo Co Ltd | Production of polarizing film |
US4388375A (en) * | 1981-11-24 | 1983-06-14 | American Hoechst Corporation | Polyester based polarizer |
US4396642A (en) * | 1981-11-24 | 1983-08-02 | American Hoechst Corporation | Hydrolytically stabilized polarizer |
JPS5898709A (en) * | 1981-12-08 | 1983-06-11 | Nitto Electric Ind Co Ltd | Polarizing plate |
EP0089493A1 (en) * | 1982-02-22 | 1983-09-28 | Hitachi, Ltd. | Display device having organic polymer film as substrate |
US4476189A (en) * | 1983-05-16 | 1984-10-09 | American Hoechst Corporation | Copolyester primed polyester film |
Cited By (107)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4759611A (en) * | 1986-12-19 | 1988-07-26 | Polaroid Corporation, Patent Department | Liquid crystal display having silylated light polarizers |
US4818624A (en) * | 1986-12-19 | 1989-04-04 | Polaroid Corporation, Patent Department | Stabilized light-polarizing material |
EP0318770A1 (en) * | 1987-12-01 | 1989-06-07 | Svecia Antiqua Limited | Light-polarizing material in the form of sheets or of a web and a method for the manufacture of the material |
US5004327A (en) * | 1987-12-01 | 1991-04-02 | Svecia Antiqua Limited | Light-polarizing material in the form of sheets or of a web and a method for the manufacture of the material |
US4865670A (en) * | 1988-02-05 | 1989-09-12 | Mortimer Marks | Method of making a high quality polarizer |
US4895769A (en) * | 1988-08-09 | 1990-01-23 | Polaroid Corporation | Method for preparing light polarizer |
EP0357946A2 (en) * | 1988-08-09 | 1990-03-14 | Polaroid Corporation | Method for preparing light polarizer |
EP0357946A3 (en) * | 1988-08-09 | 1990-08-16 | Polaroid Corporation | Method for preparing light polarizer |
US7083847B2 (en) | 1993-12-21 | 2006-08-01 | 3M Innovative Properties Company | Optical film |
US20030164914A1 (en) * | 1993-12-21 | 2003-09-04 | 3M Innovative Properties Company | Brightness enhancing reflective polarizer |
US5962114A (en) * | 1993-12-21 | 1999-10-05 | 3M Innovative Properties Company | Polarizing beam-splitting optical component |
US5965247A (en) * | 1993-12-21 | 1999-10-12 | 3M Innovative Properties Company | Process for forming reflective polarizer |
US6025897A (en) * | 1993-12-21 | 2000-02-15 | 3M Innovative Properties Co. | Display with reflective polarizer and randomizing cavity |
US6096375A (en) * | 1993-12-21 | 2000-08-01 | 3M Innovative Properties Company | Optical polarizer |
US7038745B2 (en) | 1993-12-21 | 2006-05-02 | 3M Innovative Properties Company | Brightness enhancing reflective polarizer |
EP1126292A3 (en) * | 1993-12-21 | 2006-03-22 | Minnesota Mining And Manufacturing Company | Optical Polarizer |
EP1126292A2 (en) * | 1993-12-21 | 2001-08-22 | Minnesota Mining And Manufacturing Company | Optical Polarizer |
US20060262400A1 (en) * | 1993-12-21 | 2006-11-23 | 3M Innovative Properties Company | Optical polarizer |
US20070121034A1 (en) * | 1993-12-21 | 2007-05-31 | 3M Innovative Properties Company | Display Incorporating Reflective Polarizer |
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